Diane Yeager started riding as a child in the San Francisco Bay Area. As a junior and amateur she won numerous medal finals and year-end championships.

While attending University of California at Berkeley, she became a professional trainer. She worked with a number of top trainers in the area and in 1994 founded Westhaven Farm. Diane has trained students who have won many prestigious awards including medal finals, grand prixes and year-end championship awards locally, regionally and nationally. As a rider and trainer, Diane has brought numerous horses to year-end championships and national championships. She has ridden several champions in the international hunter futurity, and won numerous hunter derbies. She was the Zone 10 leading money rider for USHJA 2012 hunter derbies, and listed in the top 10 hunter riders in the United States. In the Summer of 2012, Diane won the $10,000 hunter derby in Sonoma, California. Diane has been instrumental in developing young horses for the hunter show arena.